Holiday houses in South Wingfield

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Top-rated holiday rentals in South Wingfield

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Top Guest favourite
A spacious bedroom features deep green walls and large windows allowing abundant light. A vintage-style fireplace is complemented by a decorative mirror and a wooden dressing table. A plush bed is covered with a soft quilt, and a cozy chaise lounge adds to the room's inviting ambiance.
Condo in Wirksworth
4.98 out of 5 average rating, 284 reviews

Stylish, Opulent & Spacious 18C. Peaks apartment

With the glorious peaks walkable from your doorstep, this stunning boutique hideaway in the heart of Wirksworth next door to beautiful arthouse cinema and 2 minutes from eateries & drinking holes transports you to a time of luxury, style  & opulence. It's bespoke design, original features and decor from nationally renowned designers, Black Pop and Curiousa & Curiousa, timelessly provide all the trappings expected from a 21st century, 5 star boutique hotel but in a fascinating building from 1766.

Top Guest favourite
The Tower emerges from a lush green landscape, surrounded by tall trees and manicured grass. The building's robust concrete structure is accented by its original window designs, reflecting the natural beauty of the outdoors in a tranquil setting.
Tower in Bolsover
5 out of 5 average rating, 196 reviews

The Tower

The Tower is the perfect romantic high-end getaway for couples who want to get away from it all in a secluded location and fancy just something different. The Tower has recently been converted for use as a holiday let which was previously an unused ancillary building adjacent to The Water Works, an old water treatment plant near Bolsover, converted to domestic use in 2002 and featured on the Channel 4 programme Grand Designs. Available for single night stays. Discounts on 3+ nights bookings.

Top Guest favourite
A modern open-plan living area features a well-equipped kitchen with a marble countertop and dark cabinetry. A vase with fresh roses sits on the counter. A comfortable sofa is observed in the background, alongside a decorative wall with framed artwork and a television.
Loft in Ashover
4.98 out of 5 average rating, 216 reviews

Fairfield Loft, Ashover - Village hideaway for two

Fairfield Loft is in the heart of the lovely village of Ashover with the beautiful Derbyshire Dales and Peak District National Park right on the doorstep. Tucked away behind Stamp, our coffee shop and village post office, the space was renovated in 2021 with comfort and quality in mind. There's lots to see and do in the area but if you simply want to relax then spend the days exploring the many beautiful local walks and maybe wind down with a drink or two in one of the friendly local pubs.

Top Guest favourite
A spacious two-story property is framed by greenery, featuring large windows with a welcoming entrance. The gravel driveway leads to the front of the house, where symmetrical planters enhance the facade. Lush trees and flowering plants surround the building, creating a serene outdoor environment.
Home in Alfreton
4.99 out of 5 average rating, 175 reviews

Highfield House - Rural Retreat Derbyshire

We are located close to the Peak District, with Chatsworth House not far away. It is surrounded by Oakerthrope Nature Reserve and is perfect for those wanting to explore Derbyshire. We live next door and there are friendly cats and a dog that live on the property. *please note Hot Tub needs to be booked BY THE GUEST DIRECTLY with ‘Midland Hot Tub Hire’ for price, to arrive at the property the day before arrival to be filled and heated by host. EV charger available payable to owners please.

Guest favourite
A newly constructed barn cottage features natural stone walls and a pitched roof. A wooden door with a small window invites entry. A ramp is visible, providing accessibility. Lush greenery is seen in the background, with a clear blue sky above.
Cottage in South Wingfield
4.9 out of 5 average rating, 230 reviews

Lime Tree Cottage new barn convention

lime tree cottage is a band new barn convention with its own private hot tub, this very equipped cottage sleeps 2 and a infant or a camp bed is available on request. This spacious little cottage has a king size bed, bathroom with a shower, sink and w/c. In the lounge we have a 55” smart tv and beautiful views down the valley. The kitchen is well equipped for everything you would need, also has a dishwasher and washing machine. There are some beautiful walks and pubs in walking distance.

Top Guest favourite
A serene sleeping area features a wooden bed dressed with a yellow patterned throw, complemented by fluffy towels. A cozy armchair provides additional seating. Large windows frame the view, allowing natural light to illuminate the space, while warm tones create a peaceful ambiance.
Guest suite in Ashover
4.97 out of 5 average rating, 225 reviews

Self-contained studio in amazing rural location

This comfortable studio with amazing views, lots of outdoor space, walks from the doorstep and pubs with good food nearby is perfect for couples looking to re-charge their batteries in a rural location. It has a well-equipped kitchen, including dishwasher, White Company linen, underfloor heating with independent controls, it's own combi-bolier for hot water, tv and wi-fi. It is on the edge of the Peak District with many local attractions, such as Chatsworth and Hardwick Hall.

Guest favourite
A cozy lounge area features a comfortable sofa adorned with patterned cushions. Large windows provide a scenic view of the countryside, framed by floral curtains. The floor is carpeted, and a small wooden table sits nearby, creating a welcoming space for relaxation.
Cottage in Bonsall
4.98 out of 5 average rating, 189 reviews

Spinney Farm Cottage, fantastic views - sleeps 4

Spinney Farm cottage is set in an idyllic rural location on a quiet country lane overlooking the village of Bonsall. Footpaths on your doorstep lead you into the beautiful countryside. Spinney Farm is the home to a herd of alpacas which you are welcome to visit and you may also see the cows from Puddle Hill farm in the nearby fields. Spinney Farm cottage is set in a dry stone wall enclosure therefore a safe and secure place for children to play and for you to sit and relax.

Top Guest favourite
A modern kitchen area is showcased with sleek white cabinetry and a dark countertop. Essential appliances, including an oven, refrigerator, and washing machine, are visible. Light wooden flooring runs throughout the space, and a piece of wall art depicting a beach scene is hung on a light grey wall.
Guesthouse in Denby Village
4.9 out of 5 average rating, 188 reviews

Beautiful place in the heart of Derbyshire

Beautiful outbuilding situated in the heart of Derbyshire. Outbuilding separated from main house. Shared garden with stunning views of the countryside. This property has its own private entrance and includes off road parking. We live within a quiet small estate that is situated in the heart of Derbyshire. lots of little towns ,Belper is a lovely town with river gardens and lovely boutiques for shopping. Fancy walking or bike riding why not visit matlock or the peak district

Guest favourite
A comfortable living area features exposed wooden beams and a cozy sofa. A wooden coffee table sits in front, with a television mounted nearby. Natural light enters through a window adorned with soft blinds, creating an inviting space for relaxation.
Condo in South Wingfield
4.91 out of 5 average rating, 127 reviews

The Conkers Country Cottage Self Catering Retreat

The Conkers is in the picturesque Hamlet of Moorwood Moor on of the edge of the Peak District. There are many walks from the door and 150 yards along the lane is The White Hart Inn where you will experience good food or just enjoy a well-deserved glass of wine. The Conkers delightful garden and orchard area provides a lovely spot for a relaxing drink, or perhaps some alfresco dining after a busy day exploring. There is ample off road secure parking behind automated gates.

Top Guest favourite
The exterior of a rustic stone barn is shown, featuring a sloped roof and four skylight windows. A side door leads to the interior, while a gravel driveway extends toward the entrance. Surrounding greenery hints at the rural setting and privacy.
Barn in Stretton
5 out of 5 average rating, 141 reviews

Barn conversion in Derbyshire

300 year old barn converted into a two-bedroomed property set on the owner's 5-acre small holding with goats and chickens. Wake up in the morning with a curious goat overlooking the courtyard waiting for a cracker or two. Set next door to the owner's farmhouse but with complete privacy. Located 8 miles out of Matlock on the edge of the Peak District. Pub within walking distance. The nearest town is Clay Cross. The maximum capacity is 4 including children/infants.

Top Guest favourite
An outdoor terrace features a round white table surrounded by delicate chairs, overlooking lush greenery. Glass railings provide a clear view of the surrounding trees, creating a serene atmosphere. The sun filters gently through the leaves, enhancing the tranquil ambiance.
Home in Darley Dale
5 out of 5 average rating, 106 reviews

Spacious Scandinavian style hideaway with log fire

The property is in a delightful and secluded position on the south facing side of Darley Hillside with views over the valley. The main living area is on the upper floor, accessed directly from the driveway and car-port via a hallway leading to the master bedroom and ensuite; living room with open log fire, dining area and internal balcony access to 2-storey atrium complete with spiral staircase; cloakroom; toilet, and kitchen with tree top external terrace.

Superhost
A wooden hot tub is positioned outdoors, surrounded by tranquil countryside. Rolling hills form a scenic backdrop, and a wooden ladder leads to the tub. A peaceful atmosphere is enhanced by the natural setting and distant trees.
Tent in Edale
4.88 out of 5 average rating, 515 reviews

Cozy Couples Glamping - Private Hot Tub

**Updated for 2026** Escapism at its finest. Find yourself rested and renewed at our idyllic glamping site nestled amongst the rolling hills of the Peak District. Updated and improved for Spring - Summer 2026! - We specialise in couples experiences; Birthdays, Anniversaries, Engagements, reach out to us to discuss how we can help make your occasion special. We guarantee that here, you can truly experience the meaning of a retreat.

Popular amenities for South Wingfield holiday rentals

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